References
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- Details on this optimization procedure can be obtained on request
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- The given experimental conditions can be used for other tertiaryalcohols: thus the treatment of 2-Me-2-butanol by Ac2O in HC104 medium affords a mixture of 2,6-diMe-4-Et-pyrylium salt (6) and 2,3,4,5-tetraMethyl-pyrylium salt (7) in 89% yield. 7/6+7 = 88%. Treatment of the reaction mixture by NaOH gives three isomeric phenols (60% from the alcohol): 2,3,5-triMe-phenol 8, 3,4,5-triMe-phenol 9 and 3-Et-5-Me-phenol 10. The selectivities are: 8+9/8+9+10 = 90% and 8/8+9 = 69%
- Phenols 4 and 5 can be obtained from the petroleum ether phase by preparative GLC
- Hart , H. and Buehler , C. A. 1964 . J. Org. Chem. , 29 : 2397
- In ppm downfield from TMS
- Horning , E. C. , Kirk , K. E. , Schwenck , L. and Taylor , N. 1944 . J. Org. Chem. , 9 : 552